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(2-Imidazol-1-yl-phenyl)methanol

  • CAS No. 25373-56-2

  • Cat. No. CS-0156640
  • Molecule weight174.20
  • Purity≥95%
  • MDL No.MFCD05864823

*For research and further manufacturing use only, not for direct human use.

(2-Imidazol-1-yl-phenyl)methanol|CS-0156640

Structure of 25373-56-2

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General Information

  • CAS No. 25373-56-2
  • Cat. No. CS-0156640
  • Purity ≥95%
  • MDL No. MFCD05864823
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₀N₂O
  • Molecular Weight 174.20
  • Synonym(s) (2-imidazolylphenyl)methan-1-ol
  • SMILES C1=CC=C(C(=C1)CO)N2C=CN=C2

Description

This imidazolylphenylmethanol features a rigid, electron-rich imidazole moiety fused to an aromatic ring, enabling robust coordination in catalytic systems. The benzylic alcohol group provides a versatile handle for derivatization, while the overall structure exhibits enhanced stability under standard reaction conditions.

Application

(2-Imidazol-1-yl-phenyl)methanol serves as a versatile building block in medicinal chemistry, enabling the construction of biologically relevant heterocyclic scaffolds. Its imidazole moiety offers strong hydrogen bonding capacity and moderate basicity, while the benzylic alcohol facilitates downstream functionalization via oxidation or derivatization. The compound exhibits good bench stability and compatibility with standard reaction conditions, making it suitable for iterative synthesis workflows in API development.

Synthesis

  • Route1

    References

    • Altman, Ryan A.; Koval, Erica D.; Buchwald, Stephen L. Journal of Organic Chemistry, 2007 , vol. 72, # 16 p. 6190 - 6199
  • Route2
    • Methyl 2-(1h-imidazol-1-yl)benzoate|CS-0660694
      246046-82-2
    • ~%
    • In-stock
      (2-Imidazol-1-yl-phenyl)methanol|CS-0156640
      25373-56-2

    References

    • Journal of Medicinal Chemistry, , vol. 39, # 2 p. 596 - 604
  • Route3

    References

    • Journal of Medicinal Chemistry, , vol. 39, # 2 p. 596 - 604

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   38.05
  • LogP   1.3646
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   2

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